Dehydroabietic acid CAS 1740-19-8

Introduction：Basic information about Dehydroabietic acid CAS 1740-19-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Dehydroabietic acid Basic information

• Product Name: Dehydroabietic acid
• Synonyms: [1theta-(1alpha,4abeta,10aalpha)]--methylethyl);13-isopropylpodocarpa-8,11,13-trien-15-oicacid;13-trien-15-oicacid,13-isopropyl-podocarpa-11;1-phenanthrenecarboxylicacid,1,2,3,4,4a,9,10,10a-octahydro-1,4a-dimethyl-7-(1;dehydro-abieticaci;DEHYDROABIETIC ACID;1-Phenanthrenecarboxylicacid, 1,2,3,4,4a,9,10,10a-octahydro-1,4a-diMethyl-7-(1-Methylethyl)-,(1R,4aS,10aR)-;[1R-(1alpha,4abeta,10aalpha)]-1,2,3,4,4a,9,10,10a-octahydro-7-isopropyl-1,4a-dimethylphenanthren-1-carboxylic acid
• CAS: 1740-19-8
• MF: C20H28O2
• MW: 300.44
• EINECS: 217-102-8
• Mol File: 1740-19-8.mol

Dehydroabietic acid Chemical Properties

• Melting point: 174-176℃
• Boiling point: 394.13°C (rough estimate)
• density: 1.058
• refractive index: 1.5404 (estimate)
• storage temp.: Sealed in dry,Store in freezer, under -20°C
• solubility: DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 10 mg/ml
• form: A solid
• pka: 4.66±0.40(Predicted)
• color: White to yellow
• Major Application: metabolomics vitamins, nutraceuticals, and natural products
• Cosmetics Ingredients Functions: ANTIOXIDANT
• InChI: InChI=1S/C20H28O2/c1-13(2)14-6-8-16-15(12-14)7-9-17-19(16,3)10-5-11-20(17,4)18(21)22/h6,8,12-13,17H,5,7,9-11H2,1-4H3,(H,21,22)/t17-,19-,20-/m1/s1
• InChIKey: NFWKVWVWBFBAOV-UHFFFAOYSA-N
• SMILES: [C@@]1(C)(C(O)=O)[C@@]2([H])[C@@](C)(C3=C(CC2)C=C(C(C)C)C=C3)CCC1
• LogP: 6.120 (est)
• EPA Substance Registry System: Dehydroabietic acid (1740-19-8)

Safety Information

• Hazard Codes: T,N
• Risk Statements: 25-50
• Safety Statements: 45-61
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 1
• TSCA: TSCA listed
• HazardClass: 6.1
• HS Code: 29161900
• Storage Class: 6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects
• Hazard Classifications: Acute Tox. 3 Oral Aquatic Acute 1 Aquatic Chronic 1

Dehydroabietic acid Usage And Synthesis

Chemical Properties

White Solid or Colorless needle crystal, Slightly soluble in water, soluble in methanol, ethanol, DMSO and other organic solvents. It is an abietane diterpenic resin acid that is obtained from Pinus resin.

Uses

Dehydroabietic Acid is a resin acid found commonly in rosin. Dehydroabietic Acid is used in rosin-type nucleating agent for polypropylene (PP). Dehydroabietic Acid is used commonly in the synthesis of surfactants, antioxidants and chiral catalysts.

Definition

ChEBI: Dehydroabietic acid is an abietane diterpenoid that is abieta-8,11,13-triene substituted at position 18 by a carboxy group. It has a role as a metabolite and an allergen. It is an abietane diterpenoid, a monocarboxylic acid and a carbotricyclic compound. It derives from an abietic acid. It is a conjugate acid of a dehydroabietate.

Application

Dehydroabietic acid (DHA or DAA) is a bioactive phytochemical, diterpenoid found in various Pinus species. It is a resin acid and a derivative of abietic acid (AA).
Dehydroabietic acid has been used as a reference standard:
to study the aging process of Pinus resins using Fourier-transform infrared spectroscopy (FTIR)
to study the composition changes in Pinus genus with aging using Raman spectroscopy complemented with infrared spectroscopy
to estimate resistance against biotic stress as proxy in chemical defenses in Pinus halepensis

Biochem/physiol Actions

Dehydroabietic acid (DHA) exerts various biological activities such as anti-cancer, anti-aging, antimicrobial, antiulcer, gastroprotective, and cytotoxic activities. It is a potent anti-inflammatory agent and a dual activator of peroxisome proliferator-activated receptors alpha and gamma (PPAR α/γ). DHA has an anti-aging effect and a sirtuin 1 (SIRT1) activating compound. It has antibacterial properties against multidrug-resistant strains. dehydroabietic acid and its derivatives have gastroprotective and cytotoxic effects.